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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1699990Generated: October 29, 2026

Ethyl Acetoacetate → HCID 10176552, compound

https://huagongshe.com/reaction/1699990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetoacetateHCID 8868—
Reactant1-Chloro-3-methyl-2-buteneHCID 10429—
ReactantSodium hydrideHCID 24758—
SolventDimethylformamideHCID 6228—
ProductHCID 10176552HCID 1017655258.4%

Reaction Steps

To a solution of 26.05 g ethyl acetoacetate in 150 ml of dimethylformamide, 8.30 g 60% sodium hydride were added portionwise over 1 hour while the temperature rose to 60° C. After cooling down to room temperature, a solution of 24.8 g 1-chloro-3-methyl-2-butene in 50 ml of dimethylformamide was dropped in. Then the mixture was stirred at room temperature for 2.5 hours. The mixture was quenched with water and extracted with ether. The combined organic phase was dried, filtered and evaporated to dryness. The resulting yellow oil was purified by distillation to yield 23.16 g of a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06348618B1
Source datasetuspto-grants-2002_02
ORD IDord-ad03808fc6114408a3014ea70dc3e323
Source noteuspto-grants-2002_02